An efficient approach to chiral allyloxyamines by stereospecific allylation of nitrosoarenes with chiral allylboronates.
An efficient approach to chiral allyloxyamines by stereospecific allylation of nitrosoarenes with chiral allylboronates.
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DOI：
10.1002/anie.201410188
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发表时间：
2015-03
影响因子：
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通讯作者：
Yuanming Li;Shyamal Chakrabarty;A. Studer
中科院分区：
文献类型：
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作者：
Yuanming Li;Shyamal Chakrabarty;A. Studer
描述了一种通过亚硝基芳烃与 α-手性烯丙基硼酸酯的烯丙基化来制备烯丙氧基胺的新颖且有效的方法。 C-O 键的形成具有高度的立体特异性，并且产物烯丙氧基胺很容易转化为有价值的手性结构单元，例如异恶唑烷和烯丙醇。该反应具有完全的区域选择性（O-选择性）、高E/Z选择性和优异的手性转移。
A novel and efficient approach to allyloxyamines by the allylation of nitrosoarenes with α-chiral allylboronates is described. C-O bond formation occurs with high stereospecificity and the product allyloxyamines are easily transformed into valuable chiral building blocks such as isoxazolidines and allylic alcohols. The reaction features complete regioselectivity (O-selectivity), high E/Z selectivity, and excellent chirality transfer.